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AB120629

Doxorubicin hydrochloride, Topoisomerase II inhibitor

Doxorubicin hydrochloride, Topoisomerase II inhibitor

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(13 Publications)

Doxorubicin hydrochloride (CAS: 25316-40-9)(ab120629) is a topoisomerase II inhibitor (IC50 = 100 nM, Hep3B cells). DNA intercalator that prevents synthesis of nucleic acid. Induces apoptosis.MW 580, Purity >98%.

- Available in different sizes to fit your experimental needs. Larger volume format available upon request.

別名を表示する

ATP hydrolyzing DNA topoisomerase II alfa, Antigen MLAA 44, DNA Topoisomerase2, DNA gyrase, DNA topoisomerase (ATP hydrolyzing), DNA topoisomerase 2-alpha, DNA topoisomerase 2-beta, DNA topoisomerase 2-binding protein 1, DNA topoisomerase II, DNA topoisomerase II 170 kD, DNA topoisomerase II 180 kD, DNA topoisomerase II alpha isozyme, DNA topoisomerase II beta, DNA topoisomerase II beta isozyme, DNA topoisomerase II binding protein, DNA topoisomerase II-beta-binding protein 1, DNA topoisomerase II-binding protein 1, Hypothetical protein KIAA0259 [Fragment], KIAA0259, TOP IIB, TOP2A_HUMAN, TOP2BP1, TOP2B_HUMAN, TOPB1_HUMAN, TOPBP 1, TP2A, Top 2, Top2 beta, Topo II beta, Topoisomerase (DNA) II beta, Topoisomerase (DNA) II beta 180kDa, Topoisomerase (DNA) II binding protein 1, Topoisomerase DNA II alpha 170kDa, Topoisomerase II binding protein 1, Topoisomerase IIb, U937 associated antigen, alpha isozyme, beta isozyme

1 Images
Chemical Structure - Doxorubicin hydrochloride, Topoisomerase II inhibitor (AB120629)
  • Chemical Structure

Lab

Chemical Structure - Doxorubicin hydrochloride, Topoisomerase II inhibitor (AB120629)

2D chemical structure image of ab120629, Doxorubicin hydrochloride, Topoisomerase II inhibitor

Key facts

CAS番号

25316-40-9

精製度

>98%

製品の状態

Solid

form

分子量

580 Da

分子式

C<sub>2</sub><sub>7</sub>H<sub>2</sub><sub>9</sub>NO<sub>1</sub><sub>1</sub>.ClH

PubChem

443939

由来

Synthetic

溶解性

Soluble in DMSO to 25 mM

Soluble in water to 50 mM

化学名

Doxorubicin Hydrochloride

生物学的記述

Topoisomerase II inhibitor (IC50 = 100 nM, Hep3B cells). DNA intercalator that prevents synthesis of nucleic acid. Induces apoptosis.

Canonical smiles

CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)O.Cl

Isomeric smiles

C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)O.Cl

InChi

InChI=1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,17-,22+,27-;/m0./s1

InChiKey

MWWSFMDVAYGXBV-RUELKSSGSA-N

IUPAC名

(7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride

出荷温度及び保存条件

出荷温度
Ambient - Can Ship with Ice
短期保存温度
-20°C
長期保存温度
-20°C
保管に関する情報
Store under desiccating conditions|The product can be stored for up to 12 months

Need more advice on solubility, usage and handling? Please visit our our product support page for more details.

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Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

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Toxic, refer to SDS for further information.

補足情報

This supplementary information is collated from multiple sources and compiled automatically.

Topoisomerase II alpha (TOP2A) TopBP1 and Topoisomerase II beta (TOP2B) are notable proteins that play essential roles in DNA metabolism. These enzymes function in resolving topological issues during DNA replication transcription and are vital for other cellular processes. TOP2A and TOP2B cleave and rejoin DNA strands to relieve torsional strain introduced during these activities. TOP2A has a mass of approximately 170 kDa and is expressed highly in proliferating cells. Meanwhile TOP2B shows broader expression patterns and remains expressed in non-dividing cells. TopBP1 known as a binding partner assists in the recruitment and regulation of these topoisomerases and links them to the checkpoint control pathways.
Biological function summary

These proteins are involved in maintaining genomic stability. TOP2A and TOP2B operate within complexes that ensure proper chromosomal segregation and repair DNA double-strand breaks. TopBP1 plays a pivotal role in activating DNA damage response particularly during replication stress by interacting with ATR kinase. This interaction facilitates the recognition and repair of damaged DNA. Such functions are critical for cell cycle progression and undisturbed chromosomal integrity impacting cellular responses to DNA damage.

Pathways

These proteins integrate into key cellular mechanisms like the cell cycle and DNA repair pathways. TOP2A and TOP2B through their DNA cleaving and rejoining actions interact closely with proteins like BRCA1 and RAD51 central to homologous recombination repair. TopBP1 participates in the ATR-Chk1 signaling pathway which coordinates cell cycle arrest and repair efforts post replication stress. These interactions ensure cells can stall their cycle to correct errors before proceeding with division providing a defense mechanism against potential threats to integrity and stability of the genome.

Aberrations in the activities of these proteins associate with cancer and neurological disorders. Elevated TOP2A expression is often observed in aggressive cancers where it correlates with genomic instability and tumor progression. Chemotherapeutic agents like 'doxorubicin' and 'dox hcl' target TOP2A to disrupt these cancer cells' proliferation. TOP2B mutations have linkage to neuropathies due to their role in non-dividing neuronal cells' maintenance. Alterations in TopBP1 can impede proper DNA damage response heightening the risk for cancers related to defective DNA repair sharing interactions with proteins like ATR which impair checkpoint controls.

製品プロトコール

文献 (13)

Recent publications for all applications. Explore the full list and refine your search

Life science alliance 8: PubMed39658088

2024

Mitochondrial signatures shape phenotype switching and apoptosis in response to PLK1 inhibitors.

Applications

Unspecified application

Species

Unspecified reactive species

Émilie Lavallée,Maëline Roulet-Matton,Viviane Giang,Roxana Cardona Hurtado,Dominic Chaput,Simon-Pierre Gravel

Cancers 16: PubMed39594815

2024

Brief Magnetic Field Exposure Stimulates Doxorubicin Uptake into Breast Cancer Cells in Association with TRPC1 Expression: A Precision Oncology Methodology to Enhance Chemotherapeutic Outcome.

Applications

Unspecified application

Species

Unspecified reactive species

Viresh Krishnan Sukumar,Yee Kit Tai,Ching Wan Chan,Jan Nikolas Iversen,Kwan Yu Wu,Charlene Hui Hua Fong,Joline Si Jing Lim,Alfredo Franco-Obregón

Cardiovascular toxicology 24:266-279 PubMed38347287

2024

Comparative In Vitro Study of the Cytotoxic Effects of Doxorubicin's Main Metabolites on Cardiac AC16 Cells Versus the Parent Drug.

Applications

Unspecified application

Species

Unspecified reactive species

Ana Reis-Mendes,Cláudia Vitorino-Oliveira,Mariana Ferreira,Félix Carvalho,Fernando Remião,Emília Sousa,Maria de Lourdes Bastos,Vera Marisa Costa

Cells 12: PubMed36611902

2022

Nicotinamide Mononucleotide Administration Prevents Doxorubicin-Induced Cardiotoxicity and Loss in Physical Activity in Mice.

Applications

Unspecified application

Species

Unspecified reactive species

Marielle Margier,Chisaka Kuehnemann,Nicolas Hulo,Jazmin Morales,Prasanna Vadhana Ashok Kumaar,Cecile Cros,Helene Cannelle,Julie Charmetant,Eric Verdin,Matthias Canault,Alessia Grozio

Frontiers in oncology 11:783803 PubMed35141145

2022

Modulated TRPC1 Expression Predicts Sensitivity of Breast Cancer to Doxorubicin and Magnetic Field Therapy: Segue Towards a Precision Medicine Approach.

Applications

Unspecified application

Species

Unspecified reactive species

Yee Kit Tai,Karen Ka Wing Chan,Charlene Hui Hua Fong,Sharanya Ramanan,Jasmine Lye Yee Yap,Jocelyn Naixin Yin,Yun Sheng Yip,Wei Ren Tan,Angele Pei Fern Koh,Nguan Soon Tan,Ching Wan Chan,Ruby Yun Ju Huang,Jing Ze Li,Jürg Fröhlich,Alfredo Franco-Obregón

Communications biology 5:39 PubMed35017636

2022

The metabolic stress-activated checkpoint LKB1-MARK3 axis acts as a tumor suppressor in high-grade serous ovarian carcinoma.

Applications

Unspecified application

Species

Unspecified reactive species

Hidenori Machino,Syuzo Kaneko,Masaaki Komatsu,Noriko Ikawa,Ken Asada,Ryuichiro Nakato,Kanto Shozu,Ai Dozen,Kenbun Sone,Hiroshi Yoshida,Tomoyasu Kato,Katsutoshi Oda,Yutaka Osuga,Tomoyuki Fujii,Gottfried von Keudell,Vassiliki Saloura,Ryuji Hamamoto

Bioengineered 12:8419-8434 PubMed34661511

2021

Identification of a prognostic chemoresistance-related gene signature associated with immune microenvironment in breast cancer.

Applications

Unspecified application

Species

Unspecified reactive species

Mingzhou Liu,Qiaoyan Li,Ningmin Zhao

International journal of nanomedicine 15:8331-8343 PubMed33149579

2020

Inhibition of Glioma Cells' Proliferation by Doxorubicin-Loaded Exosomes via Microfluidics.

Applications

Unspecified application

Species

Unspecified reactive species

Abhimanyu Thakur,Rakesh Kumar Sidu,Heng Zou,Md Kowsar Alam,Mengsu Yang,Youngjin Lee

Pharmacology 105:522-530 PubMed31747659

2019

Doxorubicin-Induced Cardiac Abnormalities in Rats: Attenuation via Sandalwood Oil.

Applications

Unspecified application

Species

Unspecified reactive species

Nancy S Younis

Oncology reports 42:328-338 PubMed31002376

2019

Pomolic acid exhibits anticancer potential against a docetaxel‑resistant PC3 prostate cell line.

Applications

Unspecified application

Species

Unspecified reactive species

Carollina De Araujo Martins,Gleice Da Graça Rocha,Cerli Rocha Gattass,Christina Maeda Takiya
View all publications

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